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Kress has been acting since the age of three and is known for his role as Freddie Benson on the Nickelodeon series iCarly.

In 2014, Kress co-starred in his first major film, Into the Storm, and in 2015, he directed the Henry Danger episodes "Caved In", "The Bucket Trap", "Captain Man: On Vacation" and "Indestructible Henry: Part 1".